166111-39-3Relevant academic research and scientific papers
The transannular rearrangement of 5-cyclodecynone
Grunwell,Wempe,Mitchell,Grunwell
, p. 7163 - 7166 (1993)
The acid catalyzed rearrangement of 5-cyclodecynone to bicyclo[4.4.0]-1(6)-decen-2-one has been shown by carbon thirteen labeling experiments to proceed by a mechanism that does not involve an enol of 5-cyclodecynone.
Synthesis of [1-13C] and [1-15N] labelled DL-homophenylalanine via a key Neber rearrangement
Oldfield, Mark F.,Botting, Nigel P.
, p. 29 - 36 (2007/10/03)
A synthetic route involving a key Neber rearrangement is described for the preparation of both [1-13C] and [1-15N] DL-homophenylalanine (2- amino-4-phenylbutanoic acid), using suitably labelled sodium cyanide as the source of the isotopic label. These compounds have been prepared for use in studies on the biosynthesis of phenylethyl glucosinolate in Brassica napus. 3-Phenylpropanaldoxime, the initial biosynthetic product formed from homophenylalanine, was also prepared in 15N labelled form.
The Transannular Rearrangement of 5-Cyclodecynone
Wempe, Michael F.,Grunwell, John R.
, p. 2714 - 2720 (2007/10/02)
The acid-catalyzed rearrangement of 5-cyclodecynone (1) to bicyclo-1(6)-decen-2-one (5) has been investigated via 13C and deuterium labeling experiments, which showed that the transannular rearrangement proceeds by a mechanism not involving an enol
